I had my first kiss when I was in high school, with a guy who was 2 years older than me. We weren’t dating, and weren’t even friends, but we’d be forced to hang out once a week or so at dinners because our parents were close. I had had a bit of a crush on him, he was shy and dorky and a very talented pianist. I thought my feelings were unrequited, but one day, when we were in his room and our parents were having drinks, he locked his door and went “Wanna make out?”. I straddled him very un-sexily, we kissed with our tongues swatting about, it was painfully awkward and it never happened again. Later that year, he moved abroad for college and his family moved with him.
Fast-forward 5 years, I’m a 20 year old college student with enough experience to make me pretty sexually confident. And he’s gone from boring, awkward dork to sexy, business school graduate with a jawline that could cut steel. I know this only through Instagram posts and stories though; we haven’t been in touch at all for the last 5 years. It was his birthday a few days ago, as told to me via Facebook notification, and I don’t know what came over me, but I decided to message him a birthday wish and ask how his family’s doing. I didn’t expect a very enthusiastic response, and I didn’t get one. He sent a laconic few words. “Thank you! We’re fine, hope you and your family are well too :)”.
And that was that. I wish we’d had a conversation, maybe rekindled old feelings…I was dreaming up some wholesome, some dirty fantasies since he was in my college town for an internship. But oh well, he didn’t say anything further so neither did I, and that was the end of my wishful thinking. Key word being “was”, because the next day, I opened Messenger to find one single text reading “We should catch up! Wanna get some coffee at ***** cafe?”. I was giddy with excitement and hot with anticipation-he had sent this text a full 24 hours later, had he been thinking about me the whole time? I no longer have cystic acne, my tits are full and firm and FINALLY symmetrical and he’s fine as hell, so the possibilities were endless. I put on a tight, black, v-neck crop top (no bra of course) and an olive green skirt, and headed to my coffee date that same afternoon.
He was already at the cafe when I got there, but because he had his mask on, I couldn’t see his plump lips or his delicious jawline. His smile always reached his eyes though, and I could see the little wrinkles form next to his eyes as I walked toward our table. We made small talk for a while, but it became very clear very soon that we both had the same intentions-we wanted to jump each other’s bones, HARD. We were super flirty, and he had one hand on my thigh the whole time.
“Remember when we kissed? We never talked about it” he said.
“Yeah, we were so good at pretending it never happened” I replied.
“Why did you agree to make out with me?” he asked, failing at acting like he didn’t already know the answer.
“Oh please, you already know. You just wanna hear me say it, don’t you?”
His hand, which was previously over my skirt, slipped under it. Palm to bare skin. We were at the corner-most table, it was secluded and dimly lit. We had ordered everything we needed, so we knew that no waiters would be coming by.I leaned closer to him, like I was going to kiss him, and I said “I had a crush on you. Why did you want to kiss me?”
Teasing is a huge turn on for me. I love near-kisses, I love being denied until I have to beg for it, I love making men beg for it. So being seductive at this cafe, where anyone could see us, was making me so wet. I could his feel breath on me, it made my lips tingle, both of them.
He said “You were cute then, but god, look at you now”. He was staring down at my chest, where my tits were pushed together and my nipples were poking through from the cafe’s air conditioning. I followed his gaze to my chest, smirked, locked eyes with him, then pushed my lips against his. I took his upper lip between my lips, grazed my tongue along it, then leaned back in my chair. He just looked at me, in awe of how bold I was, and said nothing. His hand moved a little higher along my thigh. We talked some more, payed for our food, but still stayed there for a while talking, flirting and teasing. We were both still the same nerdy people at heart, just overtly sexual nerds. I told him about my neuroscience research, he told me about his finance internship. Hearing him talk so passionately made me even more wet. It’s what I loved about him back then as well. Somehow we digressed and he asked me “What turns you on the most?”. I replied “Let’s leave and I’ll show you.”
Since he’d taken a cab, we didn’t need to worry about his car or anything, so we got into mine, which was the only one in the cafe’s underground parking garage. As soon as the car doors slammed shut, he kissed me hard. I had one hand around his neck and the other under his shirt feeling his abs. He had one hand on my waist, the other greedily grabbing at my left tit. He kissed along my neck, licked from my nape till my jaw, and sucked at that sweet spot below my ear making me moan. He pulled my shirt down until my tits were exposed and started sucking on my nipples. He flicked one with his tongue and sucked, while pinching the other. I was stroking his cock through his jeans. When I felt it twitch under my touch, I pushed his face off my tits, leaned him against the seat and undid the zipper of his jeans. I gently moved my palm along his cock, admiring its length, and he pulled his jeans down just past his boxers.
Keeping eye contact, I straddled him and planted myself over his cock, way more sexily this time. I was facing him and both his hands were on my ass under my skirt. I wrapped my arms around his neck, leaned my forehead against his-our lips a hair’s width apart-and slowly started grinding on him. I love the feeling of a cock growing underneath me. I told him that. He groaned and kneaded my ass desperately. I could feel his cock getting thicker and stiffer against my pussy, and I was moaning from how good it felt to be rubbing against him. He flicked my lips with his tongue as I continued to grind.
“Fuck, I’m so wet” I whispered.
He licked along my lips with his tongue and he finally drew my lips in for another kiss. Our tongues knew what to do in each other’s mouths this time, and we were moaning and groaning into each other. I was grinding hard, like a bitch in heat. Our moans was loud and desperate. I was getting close, so I slowed down. As I slowed my grinding, he kissed more gently. He roamed his hands along my body. He broke the kiss, and pushed me back until my head was resting against the dashboard. I arched my back so my tits would stick up. He had his hands around my waist now, and he gently moved my hips up and down so as to grind me slowly against his cock.
“You’re so beautiful” he said. I was no longer at the brink of my climax, so I started grinding hard again. He brought his hand up to my back and helped me sit back up. I bounced up and down on his cock a few times so he could see my big, well-placed tits bounce. He stared lustfully at them before taking one in his warm mouth again. I started riding him again.
“Jesus fuck Ash, I think I’m gonna cum. You’re gonna make me cum and my dick’s not even out yet”. I didn’t stop grinding. Instead, I reached behind me, cupped his balls, squeezed while I dry fucked him. That’s all it took for him to grunt loudly and cum into his boxers. Watching his face contort in pleasure and then relax when he released was so hot. We shared a long, slow kiss, our tongues dancing lazily. I pulled back with a sigh and went back to the driver’s seat. We just sat in silence for few seconds, catching our breath.
He turned my face towards him and with a half-sigh, half-laugh, said “Oh my gosh, you really know what you’re doing now”. I just smirked in response. Still looking at me, he trailed his arm up my leg and put his palm on my shaved pussy over my lace panties. He rubbed me through my wetness till I started to moan. I grind against his palm to let him know I needed more. He slid the lace to the side and put two fingers in. He’s a pianist, so he really knows how to work his fingers. Within seconds I was squirming and panting and moaning loudly, and all the while he had his gaze fixed on my face. He added a third finger, and I instantly felt a massive rush of pleasure. I arched my back and furiously grabbed at my tits while he finger fucked me to heaven.
“Mmmm, MMMmm, MMMMM, UGHHHHHH” I moaned as I came violently against his hand. I hadn’t had sex in almost a year due to quarantine, and all that pent up energy released in what was only the first of many, many orgasms that day. He was fingering me through my orgasm, and when I settled down, he pulled his fingers out and licked them clean.
“We need to stop for condoms” he said. He assumed we’d continue this at his apartment, cute. Little did he know, I was a little freak and LOVED the idea of getting caught in public. “I’m on the pill” I replied. I slipped my hand into my pussy, got my hand coated in my juices, and finally slid it down his boxers. I rubbed my juices all over his cock, slid his boxers down, and circled his head with the tip of my finger. It was still hard, even after his orgasm. I looked him in the eye and said “And why wait? We can have round one here”. Before he could respond, I dipped my head down and took his whole cock in my mouth. He was easily the biggest and thickest I’ve ever seen- what a way to end a long dry spell. I lubricated it with spit and slid my panties off while I swirled my tongue around his cock. When I came up for air, he grabbed my neck, lightly choking me.
“Fuck, you’re wild Ash”. I sat up, his hand still gripping my neck, and I straddled him once again. I immediately moaned as I felt his bare cock under my bare pussy. His tip was teasing my entrance. I kissed him roughly, and bit his bottom lip with my teeth as I pulled back. “Just so you know”, I gasped out as I slid myself onto his cock, “I like it a little rough”. I stopped halfway, letting myself adjust to his girth, and just then, a car came down the ramp of the parking garage. I immediately pulled my shirt back over my tits, but made no effort to get off his dick. I slowly slid more of him in, until he was balls deep in me. The car parked a few spaces away from mine, and they had a clear view of the top half of us. I kissed him gently. He had his eyes open, clearly a little panicked about getting caught.
“Mmm, isn’t it so hot”, I whispered into his ear and bit it gently, “They have no idea how deep in my pussy you are”. I moved back to his lips and kissed him deeply. 3 people got out of the car, they looked like young college kids, so I wasn’t too worried about them. One of them, a guy, saw us through the window, smirked, and walked away with his friends. As soon as they all had their backs turned, I bounced aggressively on his dick. He pulled my ponytail so my head fell back while I continued to ride him. The windows were starting to fog, and it was getting really hot in the car, so I paused to reach over and turn the keys in the ignition so the AC would come on. The sudden blast of cool air felt so good against my nipples and pussy. He sucked and bit me all over: my lips, along my neck, my nipples. He smacked my ass as hard as he could in the cramped space.
I rode him hard, and we made no effort to suppress our very audible sounds of pleasure. He was repeating “ugh,fuck”, guttural and staccatoed. I hummed a constant “Mmmmm, fuuuuckkk”. He tugged hard at my ponytail so my mouth fell open and my head tossed back, and he spit in my mouth. (He’s 9 inches taller than me, so he had easy access to my face). That was so hot, and I felt a rush of wetness in my pussy. I think he felt it too, because he started thrusting his hips hard into me, while I continued to bounce. If anyone came into the garage now, they’d easily know what we were up to.
“Mm, fuck Danny, I’ve wanted to fuck you like this for so long” I said, eyes closed, relishing the pleasure he was giving me.
“Me too babe, you’re so fucking sexy. I love your perfect tits and your lips, and fuck your pussy feels so good.”
He stuck his tongue out and I took it between my lips, sucking on it like I would suck on a dick. I licked his ear lobe, bit it and whispered how good he felt, how close I was, how I never wanted to stop fucking him. He thrust faster as I whispered dirty things in his ear, and I let him do the heavy-lifting now. He took control with his thrusts, and I stopped bouncing to let my hands explore his gorgeous body. His abs that were just peaking through, his sculpted V which made me wet just by looking at it. I let my head fall back and I arched my back, while he kept thrusting. He put 2 fingers in my mouth and I sucked and bit before he moved his hand to choke my neck again. I was really close now, so I started grinding around his cock in a sort of circular motion. He choked me harder and grunted out “Fuck don’t stop Ash, I’m gonna cum”.
“Cum inside me Danny” I choked out.
He took a nipple in his mouth and bit the skin around it, and that was it. My legs shook, my pussy throbbed, my breath hitched, and a massive wave of pleasure washed over me. I forgot where I was, who I was with, what my own freaking name was. All I felt in the moment was a rush of liquid in my pussy and a tsunami of vibrations up my body. He kept his thrusts hard and rhythmic throughout my orgasm, stretching it to its very edge. As my climax ended, his began and his hard dick pulsated inside me. I felt a warmth erupt inside me, heating my insides and making me cum again. A year of sex deprivation lead to 3 orgasms within the span of 40 minutes. As we came down from our high, we sat with his dick still in me, our arms around each other, our chests heaving and our heavy breaths mingling, and we both knew what the other was thinking-this is going to be the best. summer. ever.
Source: reddit.com/r/gonewildstories/comments/nmfhjt/i_20_f_had_wild_sex_with_an_old_flame_23m_in_a
Love it! Great job finally getting with your long time crush, and getting him to cum inside you to boot! I really enjoyed reading how your orgasm triggered his and you could feel the warmth from his liquids.